| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| TUE 4/9 | 3:45 PM | Varsity | League | Normal | Away | Wilbur Cross | Win | 132-55 | | Daniel Hand High School - DHHS Track | 2:00 PM |
| Daniel Hand | Win | 132-39 |
| SAT 4/13 | 10:00 AM | Varsity | League | Normal | Away | Cheshire | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | 8:30 AM |
| Maloney | | |
| Coginchaug | | |
| Lyman Hall | | |
| | |
| Platt | | |
| Southington | | |
| WED 4/17 | 4:00 PM | Varsity | League | Normal | Home | Guilford | Loss | 1-3 | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |
| Shelton | Loss | 1-1 |
| SAT 4/20 | 9:30 AM | Varsity | League | Normal | Away | | | | | Not Listed | 7:30 AM |
| TUE 4/23 | 4:00 PM | Varsity | League | Normal | Away | Amity | | | | East Haven High School - EHHS Turf Field & Track | 2:15 PM |
| East Haven | | |
| SAT 4/27 | 9:30 AM | Varsity | Non-League | Normal | Away | | | | | Danbury High School | 7:00 AM |
| THU 5/2 | 4:00 PM | Varsity | League | Normal | Home | Lyman Hall | | | | Sheehan High School - Sheehan HS Riccitelli Field (Turf) | |
| Lauralton Hall | | |
| SAT 5/4 | 9:30 AM | Varsity | Non-League | Normal | Away | Old Saybrook | | | | Coginchaug Regional High School - CRHS Stadium Field & Track | 8:00 AM |
| Holy Cross | | |
| Bacon Academy | | |
| Shepaug Valley | | |
| Daniel Hand | | |
| Nonnewaug | | |
| Cromwell | | |
| Lauralton Hall | | |
| Parish Hill | | |
| Montville | | |
| Portland | | |
| Valley Regional | | |
| Watertown | | |
| Westbrook | | |
| | |
| Morgan | | |
| Coginchaug | | |
| Platt | | |
| East Catholic | | |
| North Branford | | |
| Sacred Heart Academy | | |
| Thomaston | | |
| Wheeler | | |
| WED 5/8 | 3:45 PM | Varsity | League | Normal | Away | Cheshire | Loss | 73-77 | | Cheshire High Main Game field - Cheshire High Main Game field | 2:15 PM |
| MON 5/13 | 2:00 PM | Varsity | League | Normal | Away | | | | | Lyman Hall High School - Fitzgerald Field | 12:10 PM |
| FRI 5/17 | 3:45 PM | Varsity | Tournament | Normal | Away | Guilford | | | | Hamden High School - HHS Turf #1 | 2:15 PM |
| West Haven | | |
| Hillhouse | | |
| Mercy | | |
| Jonathan Law | | |
| Cheshire | | |
| Daniel Hand | | |
| Sacred Heart Academy | | |
| East Haven | | |
| Branford | | |
| Foran | | |
| Shelton | | |
| Hamden | | |
| Career Magnet | | |
| Lauralton Hall | | |
| Lyman Hall | | |
| North Haven | | |
| Wilbur Cross | | |
| TUE 5/21 | 1:00 PM | Varsity | Postseason | Normal | Away | Hillhouse | | | | Amity Regional High School - Amity HS Track | 11:00 AM |
| Career Magnet | | |
| Foran | | |
| Mercy | | |
| Daniel Hand | | |
| Branford | | |
| Hamden | | |
| North Haven | | |
| Jonathan Law | | |
| Cheshire | | |
| Guilford | | |
| Shelton | | |
| Amity | | |
| Lyman Hall | | |
| East Haven | | |
| Sacred Heart Academy | | |
| West Haven | | |
| Wilbur Cross | | |
| | |
| Lauralton Hall | | |